RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0136024
RefMet name	Tryptophan
Systematic name	(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid
Synonyms	PubChem Synonyms
Exact mass	204.089878 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C11H12N2O2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37505 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1
InChIKey	QIVBCDIJIAJPQS-VIFPVBQESA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	c1ccc2c(c1)c(C[C@@H](C(=O)O)N)c[nH]2 Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	Amino acids and peptides
Sub Class	Amino acids
Distribution of Tryptophan in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Studies	NMDR Studies reporting Tryptophan
External Links
Pubchem CID	6305
ChEBI ID	16828
KEGG ID	C00078
HMDB ID	HMDB0000929
Chemspider ID	6066
MetaCyc ID	TRP
Spectral data for Tryptophan standards
BMRB ID(NMR)	View NMR spectra
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Tryptophan

Rxn ID	KEGG Reaction	Enzyme
R00677	L-Tryptophan + H2O + Oxygen <=> Indolepyruvate + Ammonia + Hydrogen peroxide	L-Tryptophan:oxygen oxidoreductase (deaminating)
R00678	L-Tryptophan + Oxygen <=> L-Formylkynurenine	L-tryptophan:oxygen 2,3-oxidoreductase (decyclizing)
R00684	L-Tryptophan + 2-Oxoglutarate <=> Indolepyruvate + L-Glutamate	L-Tryptophan:2-oxoglutarate aminotransferase
R00685	L-Tryptophan <=> Tryptamine + CO2	L-tryptophan decarboxy-lyase
R01814	Tetrahydrobiopterin + L-Tryptophan + Oxygen <=> 5-Hydroxy-L-tryptophan + Dihydrobiopterin + H2O	L-Tryptophan,tetrahydrobiopterin:oxygen oxidoreductase (5-hydroxylating)
R03664	ATP + L-Tryptophan + tRNA(Trp) <=> AMP + Diphosphate + L-Tryptophanyl-tRNA(Trp)	L-Tryptophan -tRNA(Trp) ligase (AMP-forming)
R10180	L-Tryptophan + Pyruvate <=> Indolepyruvate + L-Alanine	L-tryptophan:pyruvate aminotransferase
R12055	L-Methionine + Indolepyruvate <=> 4-Methylthio-2-oxobutanoic acid + L-Tryptophan	L-methionine:indole-3-pyruvic acid aminotransferase

Table of KEGG human pathways containing Tryptophan

Pathway ID	Human Pathway	# of reactions
hsa00380	Tryptophan metabolism	4
hsa01100	Metabolic pathways	3
hsa00970	Aminoacyl-tRNA biosynthesis	1